Cvetkovski, Aleksandar and Ferretti, Valeria and Bertolasi, Valerio (2017) New pharmaceutical salts containing pyridoxine. Acta Crystallographica Section C: Structural Chemistry, Acta Cryst. C, C (73). pp. 1064-1070. ISSN 2053-2296
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Abstract
Two mixed crystals were obtained by crystallizing the active pharmaceutical ingredient pyridoxine [systematic name: 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol, PN] with (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid (ferulic acid) and 4-hydroxy-3,5-dimethoxybenzoic acid (syringic acid). PN and the coformers crystallize in the form of pharmaceutical salts in a 1:1 stoichiometric ratio, namely 3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridin-1-ium (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate, C8H12NO3+·C9H9O5−, and 3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridin-1-ium 4-hydroxy-3,5-dimethoxybenzoate monohydrate, C8H12NO3+·C10H11O5−·H2O, the proton exchange between PN and the acidic partner being supported by the differences of the pKa values of the two components and by the C—O bond lengths of the carboxylate groups. Besides complex hydrogen-bonding networks, π–π interactions between aromatic moieties have been found to be important for the packing architecture in both crystals. Hirshfeld surface analysis was used to explore the intermolecular interactions in detail and compare them with the interactions found in similar pyridoxine/carboxylic acid salts.
| Item Type: | Article |
|---|---|
| Subjects: | Medical and Health Sciences > Basic medicine Natural sciences > Chemical sciences |
| Divisions: | Faculty of Medical Science |
| Depositing User: | Aleksandar Cvetkovski |
| Date Deposited: | 24 Jan 2018 14:34 |
| Last Modified: | 24 Jan 2018 14:34 |
| URI: | https://eprints.ugd.edu.mk/id/eprint/19088 |
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